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Record Information
Version3.6
Creation Date2012-09-06 15:00:14 UTC
Update Date2016-02-11 01:27:31 UTC
HMDB IDHMDB13854
Secondary Accession NumbersNone
Metabolite Identification
Common NameN4-Acetylsulfamethoxazole
DescriptionN4-Acetylsulfamethoxazole is a metabolite of Sulfamethoxazole. N4-acetylsulfamethoxazole belongs to the family of Anilides. These are organic compounds derived from oxoacids RkE(=O)l(OH)m by replacing an OH group by the NHPh group or derivative formed by ring substitution[1].
Structure
Thumb
Synonyms
ValueSource
4'-((5-Methyl-3-isoxazolyl)sulfamoyl)acetanilideChEBI
AcetylsulfamethoxazoleChEBI
GantanolChEBI
N4-AcetylsulfamethoxazoleChEBI
N(4)-AcetylsulfisomezoleChEBI
N(4)-AcetylsulfulfamethoxazoleChEBI
SMX-AcetateChEBI
Sulfamethoxazole acetateChEBI
Sulfisomezole-N(4)-acetateChEBI
4'-((5-Methyl-3-isoxazolyl)sulphamoyl)acetanilideGenerator
AcetylsulphamethoxazoleGenerator
N4-AcetylsulphamethoxazoleGenerator
N(4)-AcetylsulphisomezoleGenerator
N(4)-AcetylsulphulfamethoxazoleGenerator
SMX-Acetic acidGenerator
Sulfamethoxazole acetic acidGenerator
Sulphamethoxazole acetateGenerator
Sulphamethoxazole acetic acidGenerator
Sulfisomezole-N(4)-acetic acidGenerator
Sulphisomezole-N(4)-acetateGenerator
Sulphisomezole-N(4)-acetic acidGenerator
N-{4-[(5-methylisoxazol-3-yl)sulfamoyl]phenyl}acetamideHMDB
N4-AcetylsulfisomezoleHMDB
N4-AcetylsulfulfamethoxazoleHMDB
Sulfisomezole-N4-acetateHMDB
Chemical FormulaC12H13N3O4S
Average Molecular Weight295.314
Monoisotopic Molecular Weight295.062676609
IUPAC NameN-{4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl]phenyl}ethanimidic acid
Traditional NameN(sup 4)-acetylsulfisomezole
CAS Registry Number21312-10-7
SMILES
CC(O)=NC1=CC=C(C=C1)S(=O)(=O)NC1=NOC(C)=C1
InChI Identifier
InChI=1S/C12H13N3O4S/c1-8-7-12(14-19-8)15-20(17,18)11-5-3-10(4-6-11)13-9(2)16/h3-7H,1-2H3,(H,13,16)(H,14,15)
InChI KeyInChIKey=GXPIUNZCALHVBA-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzenesulfonamides
Direct ParentBenzenesulfonamides
Alternative Parents
Substituents
  • Benzenesulfonamide
  • Imidolactam
  • Heteroaromatic compound
  • Aminosulfonyl compound
  • Sulfonyl
  • Sulfonic acid derivative
  • Sulfonamide
  • Oxazole
  • Isoxazole
  • Azole
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidic acid derivative
  • Carboximidic acid
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Drug metabolite
Biofunction
  • Waste products
Application
  • Pharmaceutical, waste
Cellular locations
  • Extracellular
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP0.86Extrapolated
Predicted Properties
PropertyValueSource
Water Solubility0.25 mg/mLALOGPS
logP1.13ALOGPS
logP1.58ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)5.68ChemAxon
pKa (Strongest Basic)0.78ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area104.79 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity75.41 m3·mol-1ChemAxon
Polarizability28.51 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Extracellular
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Kidney
  • Liver
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot ApplicableNot AvailableNot AvailableTaking drug identified by DrugBank entry
  • Not Applicable
details
UrineExpected but not QuantifiedNot ApplicableNot AvailableNot AvailableTaking drug identified by DrugBank entry
  • Not Applicable
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDDBMET00017
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID72826
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB13854
Metagene LinkHMDB13854
METLIN IDNot Available
PubChem Compound80641
PDB IDNot Available
ChEBI ID116400
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available